The conformational behaviour of 10-substituted spiro[4.5]decanes

The conformational behaviour of 10-substituted spiro[4.5]decanes
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10-取代螺[4.5]癸烷的构象行为

DOI:
10.1002/cber.19911240322
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发表时间:
1991
期刊:
Chemische Berichte
影响因子:
--
通讯作者:
K. Harms
K. Harms
中科院分区:
--
文献类型:
--
作者:
J. Wolff;G. Frenking;K. Harms

文献摘要

被引文献

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通过 13C-、 19F- 和 1H-NMR 光谱研究了 10-X-取代的 1,4-二氧杂-和 1,4,6-三氧杂螺[4.5]癸烷 1 – 4 的构象行为。提出了两种 X 射线分析(2a、e),并讨论了它们对手性缩醛裂解反应的影响。通过观察 13 C, 19 F-NMR 耦合常数,扭舟形式参与至少 1c 的构象平衡已变得合理。 1-4 中轴向与赤道构象异构体的比率已通过分子力学计算。
The conformational behaviour of 10-X-substituted 1,4-dioxa-and 1,4,6-trioxaspiro[4.5]decanes 1 – 4 has been studied by 13C-, 19F- and 1H-NMR spectroscopy. Two X-ray analyses (of 2a,e) are presented, and their implications to cleavage reactions of chiral acetals are discussed. Participation of twist boat forms in the conformeric equilibrium of at least 1c has been made plausible by observing 13C,19F-NMR coupling constants. The ratios of axial to equatorial conformer in 1 – 4 have been calculated by molecular mechanics.